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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2011-04-29 09:55:53 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0013645

Secondary Accession Numbers

HMDB13645

Metabolite Identification

Common Name

N,N-Dimethylsphingosine

Description

N,N-Dimethylsphingosine is an inhibitor of sphingosine kinase. It is a natural metabolite of sphingosine in some cancer cell lines and tissues. N,N-Dimethylsphingosine inhibited U937 cell sphingosine kinase with a Ki value of 3.1 ¬µM. N,N-Dimethylsphingosine induces apoptosis, but it is not an inhibitor of protein kinase C. N,N-Dimethylsphingosine (DMS) has recently been identified as an inducer of pain in a rat model of chronic pain. (PMID: 22267119 ) It has properties similar to capsaicin (PMID: 16740613 ). Other studies have indicated that DMS inhibits airway inflammation in asthma (PMID: 18359884 ) and is cardioprotective (PMID: 16831409 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0013645
     RDKit          3D
N,N-Dimethylsphingosine
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.8877    0.8924   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8654    0.9116   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1325   -0.3985   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434   -0.6111   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4414    0.4740    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7219    0.3192    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -0.9626    1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -1.1467    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8675   -0.0871    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.0466    1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.9703    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.8365    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7805   -0.4861    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -0.4998   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1208   -0.6362    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1984   -0.6569   -1.0092 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8913    0.3061   -1.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -0.3054   -0.3431 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3477    1.0308    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288    2.0351   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5362   -0.2768   -1.3452 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7824    0.2493   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314   -1.6043   -1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3684    1.1542    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2610   -0.1562   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7174    1.5940   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3993    1.0284   -2.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1822    1.7503   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -0.4445   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8169   -1.2665   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2027   -0.6571    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8566   -1.5752   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    0.5296   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220    1.4975    0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4360    0.3334    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    1.2184    1.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -1.1035    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -1.8044    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.1032   -0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -2.1692    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2449   -0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027    0.8902    0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.1592    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -1.0588    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    0.8860    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210    2.0058    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257    1.6121    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    1.0813   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068   -0.5462    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1204   -1.3571    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -0.4009   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -0.7362    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364   -1.6190   -1.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351    0.9874   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.0436    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2536    1.2857    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.9417    1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7419    2.8417   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575    0.1132   -1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5894    1.3293   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0175   -0.3000    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919   -1.9134   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -2.3171   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4618   -1.7299   -2.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  6
 17 54  1  0
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
M  END


  Mrv0541 02271200292D          

 23 22  0  0  1  0            999 V2000
    6.1756   -4.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8901   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6046   -4.5913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3191   -4.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1756   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8901   -5.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6046   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3191   -5.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0335   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7480   -5.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4625   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1770   -5.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8915   -5.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6059   -5.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3204   -5.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0349   -5.8290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.7494   -5.4165    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0349   -6.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4638   -5.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7494   -4.5915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4639   -4.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0349   -4.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1783   -5.4166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 16 18  1  6  0  0  0
 19 17  1  0  0  0  0
 17 20  1  1  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013645

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1

> <INCHI_KEY>
YRXOQXUDKDCXME-YIVRLKKSSA-N

> <FORMULA>
C20H41NO2

> <MOLECULAR_WEIGHT>
327.545

> <EXACT_MASS>
327.313729561

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.619629102598935

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4E)-2-(dimethylamino)octadec-4-ene-1,3-diol

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
5.382208379666666

> <ALOGPS_LOGS>
-5.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.17615004683628

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.102716919598699

> <JCHEM_PKA_STRONGEST_BASIC>
8.908557139625296

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
101.96129999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,N-dimethylsphingosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013645
     RDKit          3D
N,N-Dimethylsphingosine
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.8877    0.8924   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8654    0.9116   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1325   -0.3985   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434   -0.6111   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4414    0.4740    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7219    0.3192    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -0.9626    1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -1.1467    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8675   -0.0871    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.0466    1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.9703    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.8365    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7805   -0.4861    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -0.4998   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1208   -0.6362    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1984   -0.6569   -1.0092 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8913    0.3061   -1.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -0.3054   -0.3431 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3477    1.0308    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288    2.0351   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5362   -0.2768   -1.3452 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7824    0.2493   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314   -1.6043   -1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3684    1.1542    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2610   -0.1562   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7174    1.5940   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3993    1.0284   -2.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1822    1.7503   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -0.4445   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8169   -1.2665   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2027   -0.6571    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8566   -1.5752   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    0.5296   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220    1.4975    0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4360    0.3334    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    1.2184    1.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -1.1035    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -1.8044    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.1032   -0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -2.1692    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2449   -0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027    0.8902    0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.1592    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -1.0588    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    0.8860    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210    2.0058    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257    1.6121    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    1.0813   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068   -0.5462    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1204   -1.3571    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -0.4009   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -0.7362    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364   -1.6190   -1.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351    0.9874   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.0436    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2536    1.2857    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.9417    1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7419    2.8417   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575    0.1132   -1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5894    1.3293   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0175   -0.3000    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919   -1.9134   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -2.3171   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4618   -1.7299   -2.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 15 52  1  0
 16 53  1  6
 17 54  1  0
 18 55  1  1
 19 56  1  0
 19 57  1  0
 20 58  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      11.528  -8.570   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.862  -7.800   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.195  -8.570   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.529  -7.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.528 -10.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.862 -10.880   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.195 -10.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.529 -10.880   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.863 -10.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.196 -10.880   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.530 -10.110   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.864 -10.881   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.197 -10.111   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.531 -10.881   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.865 -10.111   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.198 -10.881   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.532 -10.111   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      26.198 -12.421   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      28.866 -10.881   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      27.532  -8.571   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      28.866  -7.801   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.198  -7.801   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      30.199 -10.111   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   19   20                                                  
CONECT   18   16                                                            
CONECT   19   17   23                                                       
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   19                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0013645
HETATM    1  C1  UNL     1      -8.888   0.892  -0.408  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.865   0.912  -1.537  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.133  -0.398  -1.493  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.443  -0.611  -0.169  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.441   0.474   0.070  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.722   0.319   1.371  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.977  -0.963   1.437  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.944  -1.147   0.364  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.867  -0.087   0.373  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.105  -0.047   1.659  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.027   0.970   1.734  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.058   0.837   0.706  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.781  -0.486   0.787  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.822  -0.500  -0.279  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.121  -0.636   0.007  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.198  -0.657  -1.009  1.00  0.00           C  
HETATM   17  O1  UNL     1       4.891   0.306  -1.976  1.00  0.00           O  
HETATM   18  C17 UNL     1       6.494  -0.305  -0.343  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.348   1.031   0.352  1.00  0.00           C  
HETATM   20  O2  UNL     1       6.029   2.035  -0.557  1.00  0.00           O  
HETATM   21  N1  UNL     1       7.536  -0.277  -1.345  1.00  0.00           N  
HETATM   22  C19 UNL     1       8.782   0.249  -0.791  1.00  0.00           C  
HETATM   23  C20 UNL     1       7.731  -1.604  -1.850  1.00  0.00           C  
HETATM   24  H1  UNL     1      -8.368   1.154   0.514  1.00  0.00           H  
HETATM   25  H2  UNL     1      -9.261  -0.156  -0.338  1.00  0.00           H  
HETATM   26  H3  UNL     1      -9.717   1.594  -0.636  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.399   1.028  -2.522  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.182   1.750  -1.359  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.396  -0.444  -2.332  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.817  -1.266  -1.638  1.00  0.00           H  
HETATM   31  H8  UNL     1      -7.203  -0.657   0.642  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.857  -1.575  -0.190  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.670   0.530  -0.727  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.922   1.498   0.120  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.436   0.333   2.228  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.085   1.218   1.500  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.511  -1.104   2.469  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.686  -1.804   1.375  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.457  -1.103  -0.611  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.507  -2.169   0.515  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.247  -0.245  -0.515  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.403   0.890   0.207  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.824   0.159   2.481  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.695  -1.059   1.851  1.00  0.00           H  
HETATM   45  H22 UNL     1       0.454   0.886   2.730  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.421   2.006   1.670  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.826   1.612   0.965  1.00  0.00           H  
HETATM   48  H25 UNL     1       0.730   1.081  -0.318  1.00  0.00           H  
HETATM   49  H26 UNL     1       2.307  -0.546   1.760  1.00  0.00           H  
HETATM   50  H27 UNL     1       1.120  -1.357   0.610  1.00  0.00           H  
HETATM   51  H28 UNL     1       2.586  -0.401  -1.334  1.00  0.00           H  
HETATM   52  H29 UNL     1       4.358  -0.736   1.063  1.00  0.00           H  
HETATM   53  H30 UNL     1       5.236  -1.619  -1.561  1.00  0.00           H  
HETATM   54  H31 UNL     1       4.235   0.987  -1.630  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.794  -1.044   0.428  1.00  0.00           H  
HETATM   56  H33 UNL     1       7.254   1.286   0.943  1.00  0.00           H  
HETATM   57  H34 UNL     1       5.509   0.942   1.066  1.00  0.00           H  
HETATM   58  H35 UNL     1       5.742   2.842  -0.066  1.00  0.00           H  
HETATM   59  H36 UNL     1       9.558   0.113  -1.564  1.00  0.00           H  
HETATM   60  H37 UNL     1       8.589   1.329  -0.610  1.00  0.00           H  
HETATM   61  H38 UNL     1       9.017  -0.300   0.134  1.00  0.00           H  
HETATM   62  H39 UNL     1       8.792  -1.913  -1.647  1.00  0.00           H  
HETATM   63  H40 UNL     1       7.116  -2.317  -1.268  1.00  0.00           H  
HETATM   64  H41 UNL     1       7.462  -1.730  -2.921  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   15   51
CONECT   15   16   52
CONECT   16   17   18   53
CONECT   17   54
CONECT   18   19   21   55
CONECT   19   20   56   57
CONECT   20   58
CONECT   21   22   23
CONECT   22   59   60   61
CONECT   23   62   63   64
END

HMDB0013645
     RDKit          3D
N,N-Dimethylsphingosine
 64 63  0  0  0  0  0  0  0  0999 V2000
   -8.8877    0.8924   -0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8654    0.9116   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1325   -0.3985   -1.4934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434   -0.6111   -0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4414    0.4740    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7219    0.3192    1.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -0.9626    1.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9439   -1.1467    0.3639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8675   -0.0871    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047   -0.0466    1.6594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    0.9703    1.7336 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0584    0.8365    0.7057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7805   -0.4861    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -0.4998   -0.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1208   -0.6362    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1984   -0.6569   -1.0092 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8913    0.3061   -1.9758 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -0.3054   -0.3431 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3477    1.0308    0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0288    2.0351   -0.5573 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5362   -0.2768   -1.3452 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7824    0.2493   -0.7912 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314   -1.6043   -1.8503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3684    1.1542    0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2610   -0.1562   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7174    1.5940   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3993    1.0284   -2.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1822    1.7503   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -0.4445   -2.3317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8169   -1.2665   -1.6384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2027   -0.6571    0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8566   -1.5752   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    0.5296   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9220    1.4975    0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4360    0.3334    2.2282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0848    1.2184    1.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5109   -1.1035    2.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6865   -1.8044    1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4572   -1.1032   -0.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -2.1692    0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2468   -0.2449   -0.5150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4027    0.8902    0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236    0.1592    2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -1.0588    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4536    0.8860    2.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210    2.0058    1.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257    1.6121    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    1.0813   -0.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3068   -0.5462    1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1204   -1.3571    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -0.4009   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581   -0.7362    1.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2364   -1.6190   -1.5606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2351    0.9874   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.0436    0.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2536    1.2857    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.9417    1.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7419    2.8417   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575    0.1132   -1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5894    1.3293   -0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0175   -0.3000    0.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919   -1.9134   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1159   -2.3171   -1.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4618   -1.7299   -2.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
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 23 63  1  0
 23 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N,N-Dimethyl-D-erythro-sphingosine	ChEBI
N,N-Dimethylsphing-4-enine	ChEBI
N,N-Dimethyl-erythro-sphingosine	MeSH
(2R,3S,e)-2-(Dimethylamino)octadec-4-ene-1,3-diol	MeSH
DMS CPD	MeSH
N,N-DMS	MeSH
D-Erythro-N,N-dimethylsphingosine	MeSH
(S-(R,S-(e)))-2-(dimethylamino)-4-Octadecene-1,3-diol	HMDB
DMS	HMDB
N,N-Dimethyl-D-erythro-sphingosine]	HMDB

Chemical Formula

C₂₀H₄₁NO₂

Average Molecular Weight

327.545

Monoisotopic Molecular Weight

327.313729561

IUPAC Name

(2S,3R,4E)-2-(dimethylamino)octadec-4-ene-1,3-diol

Traditional Name

N,N-dimethylsphingosine

CAS Registry Number

122314-67-4

SMILES

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)N(C)C

InChI Identifier

InChI=1S/C20H41NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(18-22)21(2)3/h16-17,19-20,22-23H,4-15,18H2,1-3H3/b17-16+/t19-,20+/m0/s1

InChI Key

YRXOQXUDKDCXME-YIVRLKKSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

1,2-aminoalcohols

Alternative Parents

Substituents

Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tertiary amino compound (CHEBI:78759 )
sphingoid (CHEBI:78759 )
aminodiol (CHEBI:78759 )
N-methylated sphingoid bases (C13914 )
N-methylated sphingoid bases (LMSP01070001 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0013645)

Cellular substructure

Extracellular (HMDB: HMDB0013645)
Membrane (HMDB: HMDB0013645)

Source

Endogenous

Endogenous (HMDB: HMDB0013645)

Exogenous

Food

Food (HMDB: HMDB0013645)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0013645)

Role

Biological role

Energy source (HMDB: HMDB0013645)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013645)

Emulsifier (HMDB: HMDB0013645)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.33	ALOGPS
logP	5.38	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	14.1	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	101.96 m³·mol⁻¹	ChemAxon
Polarizability	43.62 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.118	31661259
DarkChem	[M-H]-	187.079	31661259
DeepCCS	[M+H]+	193.835	30932474
DeepCCS	[M-H]-	190.965	30932474
DeepCCS	[M-2H]-	225.355	30932474
DeepCCS	[M+Na]+	201.64	30932474
AllCCS	[M+H]+	195.4	32859911
AllCCS	[M+H-H2O]+	192.7	32859911
AllCCS	[M+NH4]+	197.8	32859911
AllCCS	[M+Na]+	198.5	32859911
AllCCS	[M-H]-	189.4	32859911
AllCCS	[M+Na-2H]-	191.3	32859911
AllCCS	[M+HCOO]-	193.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N,N-Dimethylsphingosine	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)N(C)C	2485.3	Standard polar	33892256
N,N-Dimethylsphingosine	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)N(C)C	2344.7	Standard non polar	33892256
N,N-Dimethylsphingosine	CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](CO)N(C)C	2493.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N,N-Dimethylsphingosine,1TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](CO)N(C)C	2403.2	Semi standard non polar	33892256
N,N-Dimethylsphingosine,1TMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[Si](C)(C)C)N(C)C	2380.1	Semi standard non polar	33892256
N,N-Dimethylsphingosine,2TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](CO[Si](C)(C)C)N(C)C	2475.4	Semi standard non polar	33892256
N,N-Dimethylsphingosine,1TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CO)N(C)C	2636.0	Semi standard non polar	33892256
N,N-Dimethylsphingosine,1TBDMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[Si](C)(C)C(C)(C)C)N(C)C	2610.5	Semi standard non polar	33892256
N,N-Dimethylsphingosine,2TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CO[Si](C)(C)C(C)(C)C)N(C)C	2955.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N,N-Dimethylsphingosine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9020000000-44a60bbfeaeb14c92d4d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N,N-Dimethylsphingosine GC-MS (2 TMS) - 70eV, Positive	splash10-03di-4902100000-e5f014442db4646ecbf5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N,N-Dimethylsphingosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N,N-Dimethylsphingosine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 10V, Negative-QTOF	splash10-004i-0059000000-ee1466f41e8e4b3c3654	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 20V, Negative-QTOF	splash10-056s-3093000000-c783f0541e3e964bafd2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 40V, Negative-QTOF	splash10-0udv-6090000000-4656cc0c84b6d750a2d0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 10V, Negative-QTOF	splash10-0002-0091000000-c872183b5a65447393c4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 20V, Negative-QTOF	splash10-000i-2092000000-9da2ba9c4576cde36336	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 40V, Negative-QTOF	splash10-0076-9350000000-6cd46684fad6f3a50bd4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 10V, Positive-QTOF	splash10-03fr-0029000000-8b457b17522a8b909342	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 20V, Positive-QTOF	splash10-03dl-4797000000-6aad05c4f3c3393bda2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 40V, Positive-QTOF	splash10-0597-9870000000-4d312f3a5db8cb729d7f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 10V, Positive-QTOF	splash10-004i-2009000000-ffd3b5b2012cb2b16b89	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 20V, Positive-QTOF	splash10-01ox-6498000000-0079ab7d00f6d062c100	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N-Dimethylsphingosine 40V, Positive-QTOF	splash10-0a4m-9000000000-f5b5cc362f0b102b4e19	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029615

KNApSAcK ID

Not Available

Chemspider ID

4445480

KEGG Compound ID

C13914

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N,N-Dimethylsphingosine

METLIN ID

Not Available

PubChem Compound

5282309

PDB ID

Not Available

ChEBI ID

78759

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Patti GJ, Yanes O, Shriver LP, Courade JP, Tautenhahn R, Manchester M, Siuzdak G: Metabolomics implicates altered sphingolipids in chronic pain of neuropathic origin. Nat Chem Biol. 2012 Jan 22;8(3):232-4. doi: 10.1038/nchembio.767. [PubMed:22267119 ]
Zhang YH, Vasko MR, Nicol GD: Intracellular sphingosine 1-phosphate mediates the increased excitability produced by nerve growth factor in rat sensory neurons. J Physiol. 2006 Aug 15;575(Pt 1):101-13. Epub 2006 Jun 1. [PubMed:16740613 ]
Nishiuma T, Nishimura Y, Okada T, Kuramoto E, Kotani Y, Jahangeer S, Nakamura S: Inhalation of sphingosine kinase inhibitor attenuates airway inflammation in asthmatic mouse model. Am J Physiol Lung Cell Mol Physiol. 2008 Jun;294(6):L1085-93. doi: 10.1152/ajplung.00445.2007. Epub 2008 Mar 21. [PubMed:18359884 ]
Jin ZQ, Karliner JS: Low dose N, N-dimethylsphingosine is cardioprotective and activates cytosolic sphingosine kinase by a PKCepsilon dependent mechanism. Cardiovasc Res. 2006 Sep 1;71(4):725-34. Epub 2006 Jun 12. [PubMed:16831409 ]

Showing metabocard for N,N-Dimethylsphingosine (HMDB0013645)

MOL for HMDB0013645 (N,N-Dimethylsphingosine)

3D MOL for HMDB0013645 (N,N-Dimethylsphingosine)

3D SDF for HMDB0013645 (N,N-Dimethylsphingosine)

3D-SDF for HMDB0013645 (N,N-Dimethylsphingosine)

PDB for HMDB0013645 (N,N-Dimethylsphingosine)

3D PDB for HMDB0013645 (N,N-Dimethylsphingosine)

SMILES for HMDB0013645 (N,N-Dimethylsphingosine)

INCHI for HMDB0013645 (N,N-Dimethylsphingosine)

Structure for HMDB0013645 (N,N-Dimethylsphingosine)

3D Structure for HMDB0013645 (N,N-Dimethylsphingosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra